Studies on the Blue Pigments Produced from Genipin and Methylamine. I. Structures of the Brownish-Red Pigments, Intermediates Leading to the Blue Pigments

Ryousuke TOUYAMA; Yoshio TAKEDA; Kenichiro INOUE; IKuo KAWAMURA; Masahiko YATSUZUKA; Takeshi IKUMOTO; Tetsuro SHINGU; Toshio YOKOI; Hiroyuki INOUYE

doi:10.1248/cpb.42.668

Ryousuke TOUYAMA, Yoshio TAKEDA, Kenichiro INOUE, IKuo KAWAMURA, Masahiko YATSUZUKA, Takeshi IKUMOTO, Tetsuro SHINGU, Toshio YOKOI, Hiroyuki INOUYE

Author information

Ryousuke TOUYAMA
Yoshio TAKEDA
Kenichiro INOUE
IKuo KAWAMURA
Masahiko YATSUZUKA
Takeshi IKUMOTO
Tetsuro SHINGU
Toshio YOKOI
Hiroyuki INOUYE
Author's Organization：
Taito Company Research Laboratory
Faculty of Pharmaceutical Sciences, Kyoto University:(Present address)Faculty of Integrated Arts and Sciences, The University of Tokushima
Faculty of Pharmaceutical Sciences, Kyoto University:(Present address)Gifu Pharmaceutical University
Faculty of Pharmaceutical Sciences, Kyoto University
Faculty of Pharmaceutical Sciences, Kyoto University
Taito Company Research Laboratory
Faculty of Pharmaceutical Sciences, Kobe Gakuin University
Faculty of Pharmaceutical Sciences, Kobe Gakuin University
Faculty of Pharmaceutical Sciences, Kyoto University

Keywords: genipin, iridoid, methylamine, pigment, 2-methyl-2-pyrindine, pseudoazulene

JOURNAL FREE ACCESS

1994 Volume 42 Issue 3 Pages 668-673

DOI https://doi.org/10.1248/cpb.42.668

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Abstract

During the course of studies on the blue pigment formation by the reaction of genipin with methylamine, nine red to brownish-red intermediary pigments were obtained under conditions excluding oxygen. They were identified as monomer, dimer, trimer and tetramer of 2-methyl-4-carbomethoxy-2-pyrindine derivatives on the basis of spectroscopic evidence.

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